diff --git a/packages/orderbook/src/api-client/api-client.ts b/packages/orderbook/src/api-client/api-client.ts
index 05f63c91b1..966e4bb224 100644
--- a/packages/orderbook/src/api-client/api-client.ts
+++ b/packages/orderbook/src/api-client/api-client.ts
@@ -13,7 +13,8 @@ import {
   ListListingsParams,
   ListTradesParams,
 } from '../types';
-import { FulfillmentDataResult } from '../openapi/sdk/models/FulfillmentDataResult';
+import { FulfillableOrder } from '../openapi/sdk/models/FulfillableOrder';
+import { UnfulfillableOrder } from '../openapi/sdk/models/UnfulfillableOrder';
 import { FulfillmentDataRequest } from '../openapi/sdk/models/FulfillmentDataRequest';
 import { ItemType, SEAPORT_CONTRACT_VERSION_V1_5 } from '../seaport';
 
@@ -26,7 +27,12 @@ export class ImmutableApiClient {
 
   async fulfillmentData(
     requests: Array<FulfillmentDataRequest>,
-  ): Promise<{ result: FulfillmentDataResult[] }> {
+  ): Promise<{
+      result: {
+        fulfillable_orders: Array<FulfillableOrder>;
+        unfulfillable_orders: Array<UnfulfillableOrder>;
+      };
+    }> {
     return this.orderbookService.fulfillmentData({
       chainName: this.chainName,
       requestBody: requests,
diff --git a/packages/orderbook/src/openapi/sdk/index.ts b/packages/orderbook/src/openapi/sdk/index.ts
index 14474cd83c..d06dc8de33 100644
--- a/packages/orderbook/src/openapi/sdk/index.ts
+++ b/packages/orderbook/src/openapi/sdk/index.ts
@@ -16,8 +16,8 @@ export type { ERC20Item } from './models/ERC20Item';
 export type { ERC721Item } from './models/ERC721Item';
 export type { Error } from './models/Error';
 export { Fee } from './models/Fee';
+export type { FulfillableOrder } from './models/FulfillableOrder';
 export type { FulfillmentDataRequest } from './models/FulfillmentDataRequest';
-export type { FulfillmentDataResult } from './models/FulfillmentDataResult';
 export type { Item } from './models/Item';
 export type { ListingResult } from './models/ListingResult';
 export type { ListListingsResult } from './models/ListListingsResult';
@@ -32,5 +32,6 @@ export { ProtocolData } from './models/ProtocolData';
 export type { Trade } from './models/Trade';
 export type { TradeBlockchainMetadata } from './models/TradeBlockchainMetadata';
 export type { TradeResult } from './models/TradeResult';
+export type { UnfulfillableOrder } from './models/UnfulfillableOrder';
 
 export { OrdersService } from './services/OrdersService';
diff --git a/packages/orderbook/src/openapi/sdk/models/FulfillmentDataResult.ts b/packages/orderbook/src/openapi/sdk/models/FulfillableOrder.ts
similarity index 79%
rename from packages/orderbook/src/openapi/sdk/models/FulfillmentDataResult.ts
rename to packages/orderbook/src/openapi/sdk/models/FulfillableOrder.ts
index f330ae6144..f30a0f2264 100644
--- a/packages/orderbook/src/openapi/sdk/models/FulfillmentDataResult.ts
+++ b/packages/orderbook/src/openapi/sdk/models/FulfillableOrder.ts
@@ -4,7 +4,7 @@
 
 import type { Order } from './Order';
 
-export type FulfillmentDataResult = {
+export type FulfillableOrder = {
   extra_data: string;
   order: Order;
 };
diff --git a/packages/orderbook/src/openapi/sdk/models/UnfulfillableOrder.ts b/packages/orderbook/src/openapi/sdk/models/UnfulfillableOrder.ts
new file mode 100644
index 0000000000..102e483ee5
--- /dev/null
+++ b/packages/orderbook/src/openapi/sdk/models/UnfulfillableOrder.ts
@@ -0,0 +1,15 @@
+/* istanbul ignore file */
+/* tslint:disable */
+/* eslint-disable */
+
+export type UnfulfillableOrder = {
+  /**
+   * OrderID for the requested but unfulfillable order
+   */
+  order_id: string;
+  /**
+   * Nullable string containing error reason if the signing is unsuccessful for the order
+   */
+  reason: string;
+};
+
diff --git a/packages/orderbook/src/openapi/sdk/services/OrdersService.ts b/packages/orderbook/src/openapi/sdk/services/OrdersService.ts
index f951374dbc..d7b32ecf42 100644
--- a/packages/orderbook/src/openapi/sdk/services/OrdersService.ts
+++ b/packages/orderbook/src/openapi/sdk/services/OrdersService.ts
@@ -3,8 +3,8 @@
 /* eslint-disable */
 import type { ChainName } from '../models/ChainName';
 import type { CreateListingRequestBody } from '../models/CreateListingRequestBody';
+import type { FulfillableOrder } from '../models/FulfillableOrder';
 import type { FulfillmentDataRequest } from '../models/FulfillmentDataRequest';
-import type { FulfillmentDataResult } from '../models/FulfillmentDataResult';
 import type { ListingResult } from '../models/ListingResult';
 import type { ListListingsResult } from '../models/ListListingsResult';
 import type { ListTradeResult } from '../models/ListTradeResult';
@@ -12,6 +12,7 @@ import type { OrderStatus } from '../models/OrderStatus';
 import type { PageCursor } from '../models/PageCursor';
 import type { PageSize } from '../models/PageSize';
 import type { TradeResult } from '../models/TradeResult';
+import type { UnfulfillableOrder } from '../models/UnfulfillableOrder';
 
 import type { CancelablePromise } from '../core/CancelablePromise';
 import type { BaseHttpRequest } from '../core/BaseHttpRequest';
@@ -168,7 +169,10 @@ export class OrdersService {
     chainName: ChainName,
     requestBody: Array<FulfillmentDataRequest>,
   }): CancelablePromise<{
-    result: Array<FulfillmentDataResult>;
+    result: {
+      fulfillable_orders: Array<FulfillableOrder>;
+      unfulfillable_orders: Array<UnfulfillableOrder>;
+    };
   }> {
     return this.httpRequest.request({
       method: 'POST',
diff --git a/packages/orderbook/src/orderbook.ts b/packages/orderbook/src/orderbook.ts
index 9f1d7a3c34..525d2971f3 100644
--- a/packages/orderbook/src/orderbook.ts
+++ b/packages/orderbook/src/orderbook.ts
@@ -212,12 +212,14 @@ export class Orderbook {
       },
     ]);
 
-    if (fulfillmentDataRes.result.length !== 1) {
-      throw new Error('unexpected fulfillment data result length');
+    if (fulfillmentDataRes.result.unfulfillable_orders?.length > 0) {
+      throw new Error(`Unable to prepare fulfillment date: ${fulfillmentDataRes.result.unfulfillable_orders[0].reason}`);
+    } else if (fulfillmentDataRes.result.fulfillable_orders?.length !== 1) {
+      throw new Error('unexpected fulfillable order result length');
     }
 
-    const extraData = fulfillmentDataRes.result[0].extra_data;
-    const orderResult = fulfillmentDataRes.result[0].order;
+    const extraData = fulfillmentDataRes.result.fulfillable_orders[0].extra_data;
+    const orderResult = fulfillmentDataRes.result.fulfillable_orders[0].order;
 
     if (orderResult.status !== OrderStatus.ACTIVE) {
       throw new Error(